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Overview of Our Tuscan Adventure: A Day-by-Day Journey
Day 1: Welcome to Wine Country!
Our adventure begins at 3:00 PM at the Florence train station, where a luxurious Mercedes Sprinter awaits to whisk us away to the enchanting Tenuta Torciano Hotel in San Gimignano. After checking into our beautiful accommodations and a brief tour of the hotel, we'll take a scenic 5-minute drive down to the winery for a delightful Welcome Dinner and a quintessential Tuscan wine tasting. Get ready to raise your first glass to new friendships and incredible experiences!
Day 2: The Art of Truffles & Tuscan Flavors
Immerse yourself in the world of Tuscany's most coveted delicacies with our Private Truffle Hunt & Cooking Class at Tenuta Torciano. Our bespoke culinary journey combines the thrill of truffle hunting with the artistry of truffle-based cooking. Begin your adventure with a private truffle hunt guided by an expert, learning about these prized fungi and gaining hands-on experience in locating them. Following your hunt, join our expert chef in a private cooking class dedicated to truffles, discovering how to handle, clean, and cook them to enhance their unique flavors. Conclude your day with a personalized lunch, showcasing the truffle dishes you've prepared, paired with fine local wines. Enjoy some leisure time to follow before dinner later at the winery with another exquisite wine tasting.
Day 3: Yachting the Tuscan Archipelago to Elba Island!
Get ready for an extraordinary day on the water! We'll journey approximately 1.5-2 hours to Livorno, departing from Porto di San Vincenzo for our San Lorenzo Cruise Expedition – an adventure through one of Italy's most exceptional marine areas. Renowned for its biodiversity, the Tuscan Archipelago encompasses over 61,000 km² of sea and is Europe's largest marine park.
Our qualified staff (Captain, Chef, and Wine Expert) will guide us to the stunning Golfo della Biodola on Elba Island. Here, we'll indulge in a spectacular four-course fish lunch on board, featuring the catch of the day, lobster, and octopus, all perfectly paired with a vertical wine tasting and wine school experience of 10 selected wines, including private reserves from 1995-1997! Enjoy time for relaxation before we sail back to Porto di San Vincenzo and return to the winery for a relaxed evening. A casual pizza night with wine in the hotel courtyard/patio area will be the perfect way to unwind after our magnificent day at sea.
Day 4: 4x4 Vineyard Exploration & Masterclass in Wine
Discover the wonderful vineyards of Tenuta Torciano in an adventurous way! Upon arrival, you'll be greeted by a family member and embark on a thrilling "safari" adventure in our 4x4 Jeep. We'll explore the vineyards where Vernaccia di San Gimignano and Chianti are produced, and visit the ancient olive groves. Learn all the secrets of this territory with our winemaker, from where the vines grow to the intricate processes of pruning, vinification, and aging, from the vineyard to the bottle. For the entire duration of lunch, our Wine Sommelier will teach you all the secrets of pairing wine with food by conducting a vertical tasting of 10 selected wines and prestigious reserves. This is a crucial opportunity to understand the difference between various blends and the production secrets of products still made in the traditional way. Enjoy a leisurely evening with dinner and another delightful wine tasting at the winery.
Day 5: Iconic Tuscan Towns & Farewell Dinner
Today, we'll embark on a captivating day trip to the iconic Tuscan towns of San Gimignano and Siena. Enjoy free time to explore, shop, and have lunch at your leisure (not included) amidst the charm of these historic villages. Transportation is included, allowing you to simply soak in the beauty. Return to the hotel for some relaxation time before our special Farewell Dinner at the winery, a perfect culmination of our Tuscan journey.
Day 6: Departure
Enjoy a final breakfast before checking out. Group transportation will be provided to the Florence train station, bringing our incredible Tuscan Girls' Trip to a close.
What’s Included in Your Tuscany Girls’ Trip:
- All meals included daily—breakfast, plus multi-course lunches and dinners expertly paired with regional wines and served in elegant, authentic settings. One lunch during free time in Siena and San Gimignano is not included and is at your own expense.
- Private luxury transportation for all scheduled experiences and group activities
- 5 nights at Torciano Boutique Hotel, an elegant countryside stay nestled among vineyards and olive groves
- A private yacht experience on the Tuscan coast — sun, sea, and serious celebration
- All curated excursions and cultural experiences listed in the itinerary — no surprise costs, just seamless enjoyment
- On-site host and dedicated concierge — I’ll be with you every step of the way to ensure seamless coordination, personalized support, and an unforgettable experience
Relax and fully savor the magic of Tuscany.
What's Not Included:
- International flights
We’re happy to assist with flight recommendations based on your arrival and departure. - Travel insurance (required)
We can help you secure a policy tailored to your trip. - Visa fees (if applicable)
- Lunch during free time in San Gimignano and Siena
Additional meals or alcohol outside the itinerary during free time are not included. - Taxis or transportation for personal leisure
- Optional add-on activities and excursions
- Tips for drivers, guides, and servers
- Personal items such as souvenirs
Cancellation Policy:
Cancellations will be evaluated individually in accordance with the terms of your mandatory travel insurance policy, (which The Travel Box International can assist you in obtaining). For cancellations outside of insurance coverage, please review the standard cancellation policy HERE. Travelers seeking the flexibility to cancel for any reason are strongly encouraged to purchase additional travel insurance.
Travel insurance is required for all travelers. It helps protect your investment and gives you peace of mind in case of unexpected changes or emergencies.
Terms, conditions and restrictions apply; pricing, availability, and other details subject to change and/ or apply to US or Canadian residents. Please confirm details and booking information with your travel advisor.
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